As an LA matchmaker and a professional matchmaker, I send a lo of clients out on first dates. One of the questions they often have for me as a matchmaker is how they should dress for their first date.
My response is, your clothing should be dicated by where you are going with your date and also what city you live in.
As an upscale matchmaker in LA, I see a lot of people dressing down for dates, don’t be afraid to dress up a little, your potential match will always notice when you take extra special care
But also keep in mind, even if you are dressing up, there is no need to be uncomfortable, always choose a tried and true wardrobe staple like a little black dress you have worn before and trust.